Polymers 2010, 2(4), 364-377; doi:10.3390/polym2040364
Article

Chemically Induced Dynamic Nuclear Polarization during the Thermolysis of Alkoxyamines: A New Approach to Detect the Occurrence of H-Transfer Reactions

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Received: 30 August 2010; in revised form: 23 September 2010 / Accepted: 26 September 2010 / Published: 28 September 2010
(This article belongs to the Special Issue Advanced Polymer Architectures)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Thermal decomposition of alkoxyamines in the presence of scavengers was found to proceed with the formation of chemically induced nuclear polarization detected by 1H NMR. The distinctive Chemically Induced Dynamic Nuclear Polarization (CIDNP) features were studied using the example of three alkoxyamines: 4-nitrophenyl 2-(2,2,6,6-tetramethylpiperidin-1-yloxy)-2-methylpropanoate (1a), 4-nitrophenyl 2-(2,2-diphenyl-3-phenylimino-2,3-dihydroindol-1-yloxy)-2-methylpropanoate (2a) and 4-nitrophenyl 2-(2,2,5,5-tetramethyl-4-phenyl-2H-imidazol-1-oxy)-2-methylpropanoate (3a) in the presence of PhSH. The analysis of CIDNP signs of methacrylate protons allows us to conclude on the occurrence of hydrogen atom transfer reaction in geminate radical pair formed in alkoxyamine thermolysis. Thus, CIDNP is a fast and sensitive method to detect the occurrence of intra/intermolecular hydrogen transfer in alkoxyamine thermolysis.
Keywords: nitroxide mediated polymerization; alkoxyamines; H-transfer reactions; CIDNP
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MDPI and ACS Style

Edeleva, M.; Marque, S.R.A.; Bertin, D.; Gigmes, D.; Guillaneuf, Y.; Bagryanskaya, E. Chemically Induced Dynamic Nuclear Polarization during the Thermolysis of Alkoxyamines: A New Approach to Detect the Occurrence of H-Transfer Reactions. Polymers 2010, 2, 364-377.

AMA Style

Edeleva M, Marque SRA, Bertin D, Gigmes D, Guillaneuf Y, Bagryanskaya E. Chemically Induced Dynamic Nuclear Polarization during the Thermolysis of Alkoxyamines: A New Approach to Detect the Occurrence of H-Transfer Reactions. Polymers. 2010; 2(4):364-377.

Chicago/Turabian Style

Edeleva, Maria; Marque, Sylvain R. A.; Bertin, Denis; Gigmes, Didier; Guillaneuf, Yohann; Bagryanskaya, Elena. 2010. "Chemically Induced Dynamic Nuclear Polarization during the Thermolysis of Alkoxyamines: A New Approach to Detect the Occurrence of H-Transfer Reactions." Polymers 2, no. 4: 364-377.

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